Deep Undercover Season 1, Episode 36: Operation Grey Sunset: Montana Freeman

1

Operation Black Biscuit: Infiltrating the Hells Angels

ATF agent Jay Dobyns goes undercover with the notorious Hell's Angels motorcycle club in the midst of a deadly biker war over drug profits and territory.

22 min

2

Operation Cayman: Drug Smuggling on the High Seas

South Florida lawman, Jim Sweeting, partners with the DEA to infiltrate a network of drug dealers moving pot and coke via the Cayman Islands.

22 min

3

Operation Mr. Untouchable: Dethroning Harlem's Heroin King

Harlem's Heroin King, Nicky Barnes, learns ways to make himself untouchable after serving time for drug dealing.

21 min

4

Operation Greylord: Undercover in the Halls of Injustice

State prosecutor Terry Hake works tirelessly to expose rampant corruption in the Cook County court system.

21 min

5

Operation Exeter: Undercover Senior Year

Police officer, Alex Salinas, a baby-faced 22-year-old newly graduated from the Academy, poses as a high school senior who lands himself in detention to set up drug buys with fellow students.

21 min

6

Operation Payclip: Bribery In The Big Easy

FBI agents go undercover to investigate a cargo ship cleaning business run through a series of illegal payments, false paperwork and a drug-infested underworld of racketeering and kickbacks to dodge taxes and regulations.

21 min

7

Operation Casablanca: Tracing The Cali Cartel's Cash

U.S. Customs agent William Gately poses as a money launderer to expose a Mexican bank with ties to the Cali and Juarez cartels.

21 min

8

Operation Iceman: Taking Down The Mafia's Hitman

ATF agent Dominick Polifrone poses as a wise-guy to infiltrate and incriminate the mafia's infamous hit-man, Richard The Iceman Kuklinski.

21 min

9

Operation Pisces: Money Laundering For The Medellin Cartel

DEA Agent JD Miller disguises himself as a money launderer for the Medellin cartel with veteran undercover operative Louis Diaz managing the West Coast operations.

21 min

10

Operation Black Coral: Intercepting Caribbean Coke

Sarasota detective, Jim Sweeting, disguises himself as an alias of a drug trafficker for the Medellin cartel in order to get evidence.

21 min

11

Operation Dead Ringer: Busting Escobar's Cartel

Bill Gately and the U.S. Customs Service investigate the owner of a coin laundry who is laundering large sums of cash, with connections to Pablo Escobar, through a bank in Columbia.

21 min

12

Operation Wake Up Cafe: Illegal Betting In Jersey

New Jersey officer Julia Torres infiltrates an illegal betting club within Little Italy.

21 min

13

Operation Royal Charm: Smuggler's Blues

FBI agent Lou Calverese goes undercover to discover that a case of black market cigarettes also involves military weapons, counterfeit bills and drugs being smuggled into the U.S.

21 min

14

Operation Nautilus: Pakistani Hash On The High Seas

US Customs agent Paul DeCotiis goes undercover in the middle of the Pacific Ocean to intercept 70 tons of Pakistani hashish.

21 min

15

Operation Shattered Shield: Nabbing Dirty Cops

FBI agent Juan Jackson tries to build a case against police officers in the most corrupt city in America: New Orleans.

21 min

16

Operation Chokehold: Busting Boston's Mob

Agent Vince DelaMontaigne infiltrates the powerful La Cosa Nostra mob in an attempt to break their stranglehold on organized crime in Boston.

21 min

17

Operation Stolen Bonds: Duping Wise Guy Robbers

MA Cop Ernie Lijoi gets a tip that a crew of bank robbers are looking to sell $800,000 in stolen bonds, and works with the FBI and DEA to stop it.

22 min

18

Operation Shootout: Undercover Attack

After years of small time drug deals, Nate Hutchinson goes undercover for the Weber County Sheriff's Department and pays a call to an illegal pot grower.

21 min

19

Operation Straight Arrow: Double Agent Dirty Cop

Detective John Arnold goes undercover to befriend a drug dealer flying in drugs right under the noses of the police.

21 min

20

Operation 4U Lounge: Crossroads Of Illegal Activity

Ken Storch of the Aurora, CO PD infiltrates the illegal activity of a local kingpin's operation to take him down and stumbles upon a murder for hire plot in the process.

21 min

21

Operation Luau: Trapping A Dirty Cop

Joanne Takasato works the streets as a small time druggie before she's assigned the task of taking down a dirty cop.

21 min

22

Operation Cockfight: Underworld Gambling

Stan Sales of the Honolulu PD enters the world of cockfighting to videotape and document a local promoter who controls the cockfights and takes a piece of all the action.

21 min

23

Operation Bank Robbery: Breaking The Bank

Ken Dye goes undercover to bust an illegal weapons operation. Along the way, he hears about a plan for a bank heist and the execution of the bank manager.

21 min

24

Operation Canned Tomatoes: Italian Mafia

FBI agent Ron Moretti enters the Italian mafia to investigate the supply of heroin into the US, devising a plan to have the mafia ship their white powder inside canned tomatoes.

21 min

25

Operation Searchlight: White Supremacist Heist

Mike McCommas acts as point man to the FBI's case against the Arizona Patriots, a white supremacist group and discovers that the gang is plotting an armored car heist and planning to kill the drivers before escaping into the desert.

21 min

26

Operation Scam Artist: Arson for Hire

Bob Cerrone is hired by an insurance company to investigate a series of fraudulent insurance claims. In his time undercover, he meets the lowest of the low.

21 min

27

Operation Con Cino: Rocky Mountain High

Officer Joe Padilla is shot at during an undercover exchange, but continues to do deals, in an attempt to move up the chain and bring down a drug ring.

21 min

28

Operation Missouri 500: Dogfighting Duo

Officer Jeff Heath takes on the alias of a dog breeder to infiltrate the horrific world of illegal dogfighting. Yet, it will be tough to get them to trust him.

21 min

29

Operation Thin Crust: Destroying Vegas Mob

FBI agent Charlie Maurer forms a tenuous alliance with a mob hitman to gather evidence against the killer's former partners in crime.

21 min

30

Operation Orozco: Cartel Laundry

FBI agent Ed Guillen goes undercover as a banker to cosy up with the Colombian cartel. Can Guillen get the intel needed to take key members down?

21 min

31

Operation Lockdown: Imprisoned Cop Killer

FBI agent Steve Salmieri goes undercover in a prison as a hit man in order to obtain evidence against the murderer of a police officer, currently imprisoned for another crime.

21 min

32

Operation Komex: Selling Sarin

US Customs agent Rick Kennan masquerades as a weapons dealer to get inside a Korean arms operation that's soliciting military secrets and weapons.

21 min

33

Operation Diablos: Two Wheel Traffickers

Undercover FBI Agent Mark Pocoro secretly infiltrates the Diablos motorcycle gang. The gang has been involved in numerous criminal activities, including drugs and stolen cars.

21 min

34

Operation Vinnie the Plumber: Defusing a Bomber

When a bomb is detonated under a police car, ATF agent Vince Cefalu goes undercover to get the suspect, hiring the suspect to build him some bombs.

21 min

35

Operation Citizens Band: CB Trojan Horse

Undercover police officer, Ernie Lijoi, sets out to take down a drug dealer currently making money out of renting weapons to other criminals.

21 min

36

Operation Grey Sunset: Montana Freeman

FBI Special Agent Tim Healy manages to infiltrate an anti-government organisation known as the `Montana Freemen'. They intend to steal millions of dollars from the IRS in order to fund their Armageddon.

21 min

37

Operation Nevada Volunteers: Sin City Bomber

ATF agent Jay Dobyns infiltrates the ranks of the Nevada Volunteers, plotting to overthrow the government and intending to blow up the Vegas strip.

21 min

38

Operation Last Call: Hooker Takedown

Memphis Police officer Anthony Godwin goes undercover in the seedy adult nightclub scene to break up organized crime involving drugs and prostitution; Anthony loses himself and contemplates suicide before he's pulled back from the brink.

21 min

39

Operation Gambling Rings

FBI agent infiltrates the mob that controls gambling and drugs in New England; NJ deputy opens an illegal betting club to snare local wise guys; Missouri Highway Patrol enters the world of dogfighting to break its back and save the animals.

21 min

40

Operation Dead Game: Dogfighting Takedown

Houston cops Cliff Manning and Scott Davis go undercover to infiltrate a group of dog fighters by opening a dog pen club with hidden audio and video cameras to get evidence on everyone who attends their events.

21 min

41

Operation Shamrock: Carolina Militia

FBI agent uses his skill as a financial crimes expert to befriend the leader of a Carolina anti-government militia who uses fraud and a Ponzi scheme to fund his operation.

21 min

42

Operation Tropical Storm: Japanese Meth Ring

FBI agent uses his bi-racial heritage and command of Japanese to infiltrate the notorious Yakuza mob that's smuggling meth into Hawaii; Jim's target is a tattoo covered hitman who demands the agent strip off his shirt during a drunken public dinner.

21 min

43

Operation Violent Outlaws

FBI agent Marc Pocoro infiltrates the Diablos motorcycle gang involved in drugs and stolen cars, but along the way, he's made as a cop.

21 min

44

Operation Rooster: Aryan Brotherhood

DEA agents Jay Dobyns and Louis Quinonez are sent to infiltrate the Aryan Brotherhood gang and take down a bomb-making operation, but while the duo builds a case against the bomb-maker, they stumble upon a murder committed by one of the Brotherhood.

21 min

45

Operation Shi-Ron: Corrupt Cops

FBI agent Herman Groman infiltrates a group of crooked cops in Cleveland, Ohio, by setting up an illegal gambling operation to snare the cops who offer him protection, but the police are trained to detect deception.

21 min

46

Operation Drug Cartels

Agent Jim Sweeting sails the Caribbean to break the Cayman cartel drug operation; U.S. Customs supervisor Bill Gately discovers the Mexican banking system is funding South American cartels; DEA agent Louis Diaz joins the Medellin cartel.

21 min

47

Operation Rollo Tomassi: Kaika Klan Outlaws

FBI agent Jim Nice partners with the Akron Police to target the Kaika Klan Outlaws, a black street gang that's terrorizing the city, but Jim is white, and this won't be a cake walk.

21 min

48

Operation Cat Walk: Strip Club Sting

FBI agent John Tanza goes undercover targeting the Cleveland mob by running a strip club that they call home, but rival factions place John squarely in the middle of the turf war.

21 min

49

Operation Link Bet: Vegas Mob Bust

FBI agent John Ligato infiltrates the Vegas mob heist ring and gets a price put on his head in the process; he must dodge the bill collector and hitman long enough for the FBI to arrest everyone he's got evidence on.

21 min

50

Operation Big Easy: New Orleans Mob

FBI agent Geoff Santini goes undercover to snag a drug-dealing killer; Geoff endures weeks of dinners and business meetings while the dealer decides if he's dealing with a cop, or the real deal.

21 min

51

Operation End of Days: Meth Eradication

When Independence, Missouri cop Steve Cook stumbles upon a meth lab, an undercover operation is launched with Steve as the point man; problem is, Independence is a small town and Steve gets made as a cop.

21 min

52

Operation Mobster

DEA agent builds a case against New York's most notorious drug mastermind; ATF agent cozies up to a serial killer and nearly becomes a victim; FBI agent makes a deal with the devil to shut down an old school Vegas mob for good.

22 min